N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

Base Information

• Chemical Name: N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine
• CAS No.: 1260614-73-0
• Molecular Formula: C13H19N5
• Molecular Weight: 245.327
• Mol file: 1260614-73-0.mol

Synonyms:7H-Pyrrolo[2,3-d]pyriMidin-4-aMine, N-Methyl-N-[(3S,4S)-4-Methyl-3-piperidinyl]-;N-Methyl-N-[(3S,4S)-4-methyl-3-piperidinyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine;Tofacitinib IMpurity N

Chemical Property of N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

Chemical Property:

• PKA: 13.36±0.50(Predicted)
• PSA: 56.84000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 1.72090
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

NLT 98% ^*data from raw suppliers

Tofacitinib impurity N ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Tofacitinib impurity N is an impurity of Tofacitinib (T528000), an enantiopure stereoisomer of the drug, Janus kinase 3(Jak3) inhibitor (CP-690,550) that has been found to inhibit selected members of the STE7 and STE20 subfamily of kinases.

Technology Process of N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

There total 1 articles about N-Methyl-N-((3S,4S)-4-Methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

N-((3S,4S)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d] pyrimidin-4-amine (1252883-90-1) → N-methyl-N-((3S,4S)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (1260614-73-0)

Guidance literature:

With Pd(OH)2/C; hydrogen; trifluoroacetic acid; In methanol; for 6h; under 2585.81 Torr;

DOI:10.1021/jm801142b

Reference yield: 70.0%

N-methyl-N-((3S,4S)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (1260614-73-0) + benzyl bromide (100-39-0) → N-((3S,4S)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d] pyrimidin-4-amine (1252883-90-1)

Guidance literature:

With copper; caesium carbonate; methyl-alpha-D-glucopyranoside; In water; dimethyl sulfoxide; at 100 - 110 ℃; Sealed tube; Green chemistry;

DOI:10.1055/s-0039-1690702

Reference yield:

N-methyl-N-((3S,4S)-4-methylpiperidin-3-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine (1260614-73-0) + cyanoacetic acid (372-09-8) → tofacitinib (1092578-47-6,1259404-17-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1021/jm801142b

upstream raw materials:

N-((3S,4S)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d] pyrimidin-4-amine

Downstream raw materials:

tofacitinib

N-((3S,4S)-1-benzyl-4-methylpiperidin-3-yl)-N-methyl-7H-pyrrolo[2,3-d] pyrimidin-4-amine

Refernces